ChemicalBook CAS DataBase List CHROMONE

CHROMONE synthesis

12synthesis methods

Product Name:CHROMONE
CAS Number:491-38-3
Molecular formula:C9H6O2
Molecular Weight:146.14

491-37-2
287 suppliers
$6.00/1g

491-38-3
115 suppliers
$9.00/1g

Yield:491-38-3 96%

Reaction Conditions:

with tert.-butylhydroperoxide;tetra-(n-butyl)ammonium iodide in decane;water at 80;Catalytic behavior;Green chemistry;Reagent/catalyst;Solvent;Temperature;

Steps:

General procedure for the synthesisof 4H-chromen-4-one
General procedure: An oven-dried 50 cm3 round bottom flask equipped witha magnetic stir bar was charged with chromanone 1a(0.7 mmol), n-Bu4NI [33, 34] (30 mol %), and aqueous solutionof TBHP (5-6 M in decane, 4 equiv.) at room temperature.The reaction mixture was then refluxed at 80 °C for 5 h.The progress of the reaction was monitored by TLC. Afterthe completion of the reaction, the reaction mixture wasadmixed with ethyl acetate and transferred into a separating funnel. The ethyl acetate layer was sequentially washed with5% solution of sodium bicarbonate and brine solution. Thecombined organic layer was dried over anhydrous Na2SO4,filtered and concentrated in vacuum. The resulting residuewas purified over a column of silica gel (100-200 mesh) togive 2a-2s with petroleum ether/ethyl acetate as the eluent.

References:

Agisho, Habtamu Abebe;Hairat, Suboot;Zaki, Mehvash [Monatshefte fur Chemie,2020,vol. 151,# 4,p. 599 - 603]

FullText